Thermally induced double proton transfer in GG and wobble GT base pairs: A possible origin of the mutagenic guanine

Adchara Padermshoke, Yukiteru Katsumoto, Ryuta Masaki, Misako Aida

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)

Abstract

Double proton transfer (DPT) reactions in three guanine-guanine (GG) dimers, a guanine-thymine wobble (wGT) base pair, and a model compound 4(3H)-pyrimidinone (k-PP) dimer have been investigated using ab initio MO calculations and liquid-phase infrared (IR) spectroscopy. The calculations suggest that the DPT processes in these dimers are energetically accessible. Temperature-dependent IR measurements of the model compound reveal that slight thermal energy can induce the DPT reaction, and hence the enol tautomer can result. The present study demonstrates a potential pathway for the generation of the mutagenic amino-enol form of guanine.

Original languageEnglish
Pages (from-to)232-236
Number of pages5
JournalChemical Physics Letters
Volume457
Issue number1-3
DOIs
Publication statusPublished - May 20 2008
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Physics and Astronomy(all)
  • Physical and Theoretical Chemistry

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